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Trump's Mysterious Hint on Future Dealings with Cuba

Monday, January 12, 2026 by Alexander Flores

Donald Trump has once again thrust Cuba into the center of political discourse with a cryptic statement that has sparked a wide range of reactions.

Amid escalating tensions between Washington and Havana following the fall of Nicolás Maduro's regime in Venezuela, the U.S. President hinted at a high-impact move regarding the island, yet remained tight-lipped about the specifics.

While aboard his plane on Sunday night, Trump was questioned by a journalist who directly asked, “What kind of deal are you seeking with Cuba?”

His reply was as succinct as it was enigmatic: “Cuba, you'll find out very soon. We’re talking to Cuba, you’ll know soon enough.”

No further details were offered. He didn't clarify whether it involves an economic, political, migratory, or strategic agreement. He then turned his focus to a specific sector of the Cuban community.

“One of the groups I want to protect are those who came from Cuba and were forced to leave or abandoned under pressure, and who are now great citizens of the United States,” he asserted.

He added:

“Many were unjustly forced out of Cuba, so we’re addressing what’s most important right now. We will take care of those who came from Cuba who are U.S. citizens.”

Warning to the Regime: "Make a Deal Before It's Too Late"

The statements come shortly after a weekend in which Trump ramped up his rhetoric against the Havana government.

In a post on Truth Social, he issued a direct threat: “No more oil or money for Cuba: zero! I strongly suggest you make a deal before it’s too late.”

According to Trump, the recent capture of Nicolás Maduro and Cilia Flores in Caracas by U.S. forces has left Cuba without its traditional economic lifeline:

“For many years, Cuba lived off vast amounts of oil and money from Venezuela. In return, Cuba provided ‘security services’ to the last two Venezuelan dictators. But no more!”

Trump emphasized that with Maduro out of power, Venezuela no longer needs Cuban support: “Venezuela no longer requires protection from the thugs and extortionists sent by Havana.”

The capture of the Venezuelan dictator has reshaped the regional landscape and placed the Cuban government in an increasingly isolated position.

Analysts suggest the White House is seizing this opportunity to impose tough conditions on Havana.

A Symbolic Gesture: Trump "Smoking a Cigar in Havana"

Simultaneously, Trump stirred controversy by sharing an image on social media, created by a user, depicting him smoking a cigar on a Havana street, with the Cuban flag waving in the background and the caption: “The Finest in the World. Cuban Cigars.”

The gesture, symbolically powerful, was interpreted as a mix of provocation, irony, and a show of strength.

For his followers, the image represents victory and dominance over communism. For his critics, it is seen as an imperial taunt amid escalating pressure against the Cuban regime.

Reactions: A Spectrum of Hope, Skepticism, and Passion

The anticipation over a potential shift in U.S.-Cuba relations immediately resonated on social media, where thousands of Cubans are expressing intense emotions ranging from hope to fear.

Comments such as “I never imagined the happiness of all Cubans,” “I’ve set my alarm for 2:00 am, I won’t sleep this time,” and “God, place your hand, free Cuba. Enough of hunger and misery!” illustrate the fervor.

However, not everyone is optimistic.

“Every time a U.S. government talks with the Cuban regime, nothing good comes out for Cubans. That’s history. Hopefully, this time will be different!” warned one user.

A Beleaguered Regime, An Expectant Population

While Havana’s official stance insists on “national unity against imperial threats” and the Central Army conducts exercises for Defense Day, the reality points to the regime’s growing fragility.

The end of Venezuelan oil subsidies, combined with the U.S. embargo and an unprecedented internal crisis, leaves the Cuban government facing a dilemma: negotiate or suffer even greater isolation.

In conclusion, the question remains unanswered. Trump has chosen to maintain suspense, but his signals suggest that something significant is underway. His message is as cryptic as it is calculated.

All indications are that Cuba has once again become a stage and symbol of Trump’s foreign policy. The “type of deal” remains unrevealed, but the chess pieces are in motion.

Key Questions About U.S.-Cuba Relations Under Trump

What did Trump imply about a deal with Cuba?

Trump hinted at significant developments regarding Cuba, without providing specific details on what kind of deal might be in progress.

How did the capture of Nicolás Maduro affect Cuba?

The capture of Maduro has left Cuba without its traditional economic support from Venezuela, leading to increased isolation for the Cuban government.

What was the public reaction to Trump's statements on Cuba?

Reactions were mixed, with some expressing hope for change and others fearing that talks with the Cuban regime historically yield poor outcomes for Cubans.

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